Free Carboxylic Acids: The Trend of Radical Decarboxylative Functionalization

被引:51
|
作者
Li, Liubo [1 ,2 ]
Yao, Yan [1 ,2 ,3 ]
Fu, Niankai [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit, Beijing 100190, Peoples R China
[2] Chinese Acad Sci, Funct Inst Chem, Beijing 100190, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
decarboxylative functionalization; electrochemistry; electrophotochemistry; ligand-to-metal charge transfer (LMCT); photoredox; ALPHA-AMINO-ACIDS; TRANSITION-METAL; OXIDATIVE DECARBOXYLATION; ELECTROCHEMICAL OXIDATION; KINETIC CHARACTERISTICS; AROYLOXYL RADICALS; RECENT PROGRESS; PHOTOREDOX; LIGHT; ALKYLATION;
D O I
10.1002/ejoc.202300166
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The exceptional versatility of carboxylic acids has been extensively exploited in organic synthesis across several decades. There has been a recent upsurge of radical decarboxylative transformations. The process can be initiated under mild conditions, and the resultant radicals have orthogonal reactivities to closed-shell species, thus providing immense opportunities for streamlining novel reactions. The use of free carboxylic acids is the most desirable owing to its high atom and step economy. Aiming to demonstrate the attractiveness of the strategy and to inspire chemists to tackle existing challenges, this review outlines the recent advances on radical decarboxylative functionalization of free carboxylic acids.
引用
收藏
页数:14
相关论文
共 50 条
  • [1] Electrophotochemical Decarboxylative Azidation of Aliphatic Carboxylic Acids
    Wang, Yukang
    Li, Liubo
    Fu, Niankai
    ACS CATALYSIS, 2022, 12 (17): : 10661 - 10667
  • [2] Copper-Catalyzed Decarboxylative Functionalization of Conjugated β,γ-Unsaturated Carboxylic Acids
    Zhang, Wei
    Wang, Chengming
    Wang, Qiu
    ACS CATALYSIS, 2020, 10 (22) : 13179 - 13185
  • [3] Light-Induced Direct Decarboxylative Functionalization of Aromatic Carboxylic Acids
    Tu, Jia-Lin
    Shen, Zhengjia
    Huang, Binbin
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (21) : 4263 - 4273
  • [4] Electrochemical Decarboxylative Oxygenation of Carboxylic Acids
    Meng, Xiangtai
    Xu, Hehua
    Zheng, Yu
    Luo, Jinyue
    Huang, Shenlin
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2022, 10 (15) : 5067 - 5071
  • [5] Visible-Light-Induced Decarboxylative Functionalization of Carboxylic Acids and Their Derivatives
    Xuan, Jun
    Zhang, Zhao-Guo
    Xiao, Wen-Jing
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (52) : 15632 - 15641
  • [6] Decarboxylative, Radical C-C Bond Formation with Alkyl or Aryl Carboxylic Acids: Recent Advances
    Tibbetts, Joshua D.
    Askey, Hannah E.
    Cao, Qiao
    Grayson, James D.
    Hobson, Sophie L.
    Johnson, George D.
    Turner-Dore, Jacob C.
    Cresswell, Alexander J.
    SYNTHESIS-STUTTGART, 2023, 55 (20): : 3239 - 3250
  • [7] Photocatalytic decarboxylation of free carboxylic acids and their functionalization
    Mondal, Subal
    Mandal, Subham
    Mondal, Soumya
    Midya, Siba P.
    Ghosh, Pradyut
    CHEMICAL COMMUNICATIONS, 2024, 60 (72) : 9645 - 9658
  • [8] Electrophotochemical Metal-Catalyzed Decarboxylative Coupling of Aliphatic Carboxylic Acids
    Yang, Kai
    Lu, Jiaqing
    Li, Liubo
    Luo, Sanzhong
    Fu, Niankai
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (70)
  • [9] Dehydrative/Decarboxylative Coupling of Carboxylic Acids with Allylic Alcohols
    Masuda, Yusuke
    Ito, Misato
    Murakami, Masahiro
    CHEMISTRY LETTERS, 2021, 50 (05) : 1030 - 1033
  • [10] Direct Decarboxylative Functionalization of Carboxylic Acids via O-H Hydrogen Atom Transfer
    Na, Christina G.
    Ravelli, Davide
    Alexanian, Erik J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (01) : 44 - 49